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FIGURE 4.34 NAD-mediated generation of a diradical from a dynemicin A extended quinone methide acting as a nucleophile (A) or as an electrophile (B).

case trapping by water gives bishydroquinone 4.59, both compounds being suitable biradical precursors by Bergmann chemistry.

DNA strand scission by the enediyne biradicals involves hydrogen abstraction from DNA molecules. Both H-4' and H-5' of DNA desoxyribose residues in the minor groove are accessible to the biradicals. In the case of H-4' abstraction, a

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